Synonyms
1,10-Decanedioic acid
Description
Sebacic acid is a white granular powder. Melting point 153°F. Slightly soluble in water. Sublimes slowly at 750 mm Hg when heated to melting point.;DryPowder; DryPowder, PelletsLargeCrystals; OtherSolid; PelletsLargeCrystals;Solid;WHITE POWDER WITH CHARACTERISTIC ODOUR.
IUPAC Name
Decanedioic acid
Molecular Formula
C10H18O4
Canonical SMILES
C(CCCCC(=O)O)CCCC(=O)O
InChI
InChI=1S/C10H18O4/c11-9(12)7-5-3-1-2-4-6-8-10(13)14/h1-8H2,(H,11,12)(H,13,14)
InChI Key
CXMXRPHRNRROMY-UHFFFAOYSA-N
Boiling Point
294.5 °C/100 mmHg(lit.)
Melting Point
133-137 °C(lit.)
Solubility
less than 1 mg/mL at 70° F (NTP, 1992);0.00 M;1.0 mg/mL;Solubility in water, g/100ml: 0.1 (poor)
Application
Sebacic acid serves multiple industrial purposes due to its versatile properties. As a naturally occurring dicarboxylic acid with the chemical structure (HOOC)(CH2)8(COOH), sebacic acid appears as white flaky or powdered crystals. While it is non-hazardous, caution is required in handling its powdered form due to the risk of flash ignition. Originally named by Thenard LJ in 1802, its name derives from the Latin "sebaceus" or "sebum," indicating its initial use in candle production. Industrially, sebacic acid and its derivatives, such as azelaic acid, are utilized in applications including plasticizers, lubricants, hydraulic fluids, cosmetics, and as intermediates for synthesizing materials like polyamide (nylon) and alkyd resins. It's a key component in manufacturing items such as vinyl resin plasticizers, extrusion plastics, adhesives, and synthetic rubber. Today, the majority of sebacic acid production occurs in China, which exports over 20,000 metric tonnes annually, accounting for more than 90% of global trade.
Storage
Store below +30 °C
Covalently-Bonded Unit Count
1
MeSH Entry Terms
sebacic acid;sebacic acid, aluminum salt;sebacic acid, monocadmium salt;sebacic acid, sodium salt
Monoisotopic Mass
202.12050905
Topological Polar Surface Area
74.6 Ų
Vapor Pressure
1 mm Hg at 361 °F ; 100 mm Hg at 562.1° F; 760 mm Hg at 666.1° F (NTP, 1992);5.55e-08 mmHg